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The Shire

Specials & Packages

Romantic Package -


Escape today’s hectic lifestyle and focus on what’s really important. This season escape to a more simple time, just you and your partner, and celebrate your love and appreciation for one another with our couple’s getaway package. Stay two nights in one of our river view rooms and receive a $50 gift certificate for dinner at our favorite restaurant, The Prince and Pauper – just a romantic stroll from The Shire in the heart of Woodstock Village.

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Stay & Ski -


Spend the day skiing or boarding at nearby Killington Ski Resort and rest & rejuvenation afterwards at The Shire. You’ll save big on our lift ticket when you purchase it through The Shire Woodstock. Package includes one all-day lift ticket to Killington. Looking for more that one ticket? You can always purchase more directly at The Shire for $75 a-piece!

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Arts & Entertainment -


Add some arts and entertainment to your stay by seeing a movie at the Woodstock Town Hall Theatre, voted the “Best Movie Experience” in the Upper Valley. Shire guests staying two or more days will receive two complimentary Big Screen Movie tickets for use during their stay. More information, including listings and showtimes, can be found at http://www.pentanglearts.org/movies/. Come to the front desk to request your tickets!

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Maple Madness -


March and April are the perfect times to explore the Maple Syrup industry here in beautiful Vermont. Beyond the many trails of taps and sugar houses worth exploring, Woodstock’s “Maple Madness” festival will celebrate Vermont’s Maple Syrup tradition on March 25th & 26th. Our Maple Madness Package is available for all of March and the first week of April, receive a free pint of locally produced 100% genuine Maple Syrup and a complimentary room upgrade*! Stay with us on any Sunday, Monday, Tuesday, Wednesday, or Thursday and receive an additional 20% off your stay!

*Upgrade dependent upon availability

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